DiI Dye | CAS#41085-99-8 | indocarbocyanine dye

MedKoo Cat#: 561323 | Name: DiI Dye

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

DiI, pronounced like Dye Aye, is a fluorescent lipophilic cationic indocarbocyanine dye which is usually made as a perchlorate salt. DiI is retained in the lipid bilayers so it can be used for single molecule imaging, fate mapping, electrode marking and neuronal tracing.

Chemical Structure

DiI Dye

CAS#41085-99-8

Theoretical Analysis

MedKoo Cat#: 561323

Name: DiI Dye

CAS#: 41085-99-8

Chemical Formula: C59H97ClN2O4

Exact Mass: 0.0000

Molecular Weight: 933.89

Elemental Analysis: C, 75.88; H, 10.47; Cl, 3.80; N, 3.00; O, 6.85

Price and Availability

Size	Price	Availability
25mg	USD 285.00	2 Weeks
50mg	USD 550.00	2 Weeks
100mg	USD 950.00	2 Weeks

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Related CAS #

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Synonym

DiI; DiIC18(3); DiI stain; DiI Dye

IUPAC/Chemical Name

2-[3-(1,3-dihydro-3,3-dimethyl-1-octadecyl-2H-indol-2-ylidene)-1-propen-1-yl]-3,3-dimethyl-1-octadecyl-3H-indolium, monoperchlorate

InChi Key

JVXZRNYCRFIEGV-UHFFFAOYSA-M

InChi Code

InChI=1S/C59H97N2.ClHO4/c1-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-41-50-60-54-46-39-37-44-52(54)58(3,4)56(60)48-43-49-57-59(5,6)53-45-38-40-47-55(53)61(57)51-42-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-2;2-1(3,4)5/h37-40,43-49H,7-36,41-42,50-51H2,1-6H3;(H,2,3,4,5)/q+1;/p-1

SMILES Code

CCCCCCCCCCCCCCCCCC[N+]1=C(/C=C/C=C2N(CCCCCCCCCCCCCCCCCC)C3=C(C=CC=C3)C/2(C)C)C(C)(C)C4=C1C=CC=C4.O=Cl(=O)([O-])=O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

DiI (DiIC18(3)) is a lipophilic carbocyanine fluorescent dye for membrane labeling.

In vitro activity:

Liposomes labeled with Dil dye with excitation and emission of 549/565 nm, respectively, were prepared as described below. Reference: ACS Nano. 2019 Oct 22;13(10):11107-11121. https://pubmed.ncbi.nlm.nih.gov/31525954/

In vivo activity:

For tracking of cells in the implanted scaffold, DiI labeled MSC-seeded scaffold transplanted rat hearts were fixed in 4% PFA for 4 h, transversely cut from the center, and then snap frozen in molds containing OCT medium. Frozen tissue blocks were sliced into 15 μmol/L thick sections using cryostat machine. DiI labeled tissue sections were carefully examined under fluorescence microscope for the presence of fluorescent cells, permeabilized with triton-X 100, and non-specific binding sites were blocked with blocking solution. Reference: World J Stem Cells. 2022 Aug 26;14(8):633-657. https://pubmed.ncbi.nlm.nih.gov/36157910/

	Solvent	mg/mL	mM
Solubility
	DMF	5.0	5.35
	DMF:PBS (pH 7.2) (1:2)	0.3	0.35
	DMSO	12.5	13.38

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 933.89 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Francia V, Yang K, Deville S, Reker-Smit C, Nelissen I, Salvati A. Corona Composition Can Affect the Mechanisms Cells Use to Internalize Nanoparticles. ACS Nano. 2019 Oct 22;13(10):11107-11121. doi: 10.1021/acsnano.9b03824. Epub 2019 Sep 23. PMID: 31525954; PMCID: PMC6812477. 2. Zhou Y, Hou D, Marigo CC, Bonelli J, Rocas P, Cheng F, Yang X, Rocas J, Hamberg NM, Han J. Redox-responsive polyurethane-polyurea nanoparticles targeting to aortic endothelium and atherosclerosis. iScience. 2022 Oct 18;25(11):105390. doi: 10.1016/j.isci.2022.105390. PMID: 36345337; PMCID: PMC9636043. 3. Qazi RE, Khan I, Haneef K, Malick TS, Naeem N, Ahmad W, Salim A, Mohsin S. Combination of mesenchymal stem cells and three-dimensional collagen scaffold preserves ventricular remodeling in rat myocardial infarction model. World J Stem Cells. 2022 Aug 26;14(8):633-657. doi: 10.4252/wjsc.v14.i8.633. PMID: 36157910; PMCID: PMC9453269. 4. Zhukova V, Osipova N, Semyonkin A, Malinovskaya J, Melnikov P, Valikhov M, Porozov Y, Solovev Y, Kuliaev P, Zhang E, Sabel BA, Chekhonin V, Abakumov M, Majouga A, Kreuter J, Henrich-Noack P, Gelperina S, Maksimenko O. Fluorescently Labeled PLGA Nanoparticles for Visualization In Vitro and In Vivo: The Importance of Dye Properties. Pharmaceutics. 2021 Jul 27;13(8):1145. doi: 10.3390/pharmaceutics13081145. PMID: 34452106; PMCID: PMC8399891.

In vitro protocol:

In vivo protocol:

1. Qazi RE, Khan I, Haneef K, Malick TS, Naeem N, Ahmad W, Salim A, Mohsin S. Combination of mesenchymal stem cells and three-dimensional collagen scaffold preserves ventricular remodeling in rat myocardial infarction model. World J Stem Cells. 2022 Aug 26;14(8):633-657. doi: 10.4252/wjsc.v14.i8.633. PMID: 36157910; PMCID: PMC9453269. 2. Zhukova V, Osipova N, Semyonkin A, Malinovskaya J, Melnikov P, Valikhov M, Porozov Y, Solovev Y, Kuliaev P, Zhang E, Sabel BA, Chekhonin V, Abakumov M, Majouga A, Kreuter J, Henrich-Noack P, Gelperina S, Maksimenko O. Fluorescently Labeled PLGA Nanoparticles for Visualization In Vitro and In Vivo: The Importance of Dye Properties. Pharmaceutics. 2021 Jul 27;13(8):1145. doi: 10.3390/pharmaceutics13081145. PMID: 34452106; PMCID: PMC8399891.

1: Heilingoetter CL, Jensen MB. Histological methods for ex vivo axon tracing: A systematic review. Neurol Res. 2016 Jul;38(7):561-9. doi: 10.1080/01616412.2016.1153820. Epub 2016 Apr 21. Review. PubMed PMID: 27098542; PubMed Central PMCID: PMC4930388. 2: Lin CS, Xin ZC, Wang Z, Deng C, Huang YC, Lin G, Lue TF. Stem cell therapy for erectile dysfunction: a critical review. Stem Cells Dev. 2012 Feb 10;21(3):343-51. doi: 10.1089/scd.2011.0303. Epub 2011 Sep 7. Review. PubMed PMID: 21793654; PubMed Central PMCID: PMC3272247. 3: Welsh MG. Current methodologies for the study of pineal morphophysiology. J Pineal Res. 1994 Apr;16(3):113-20. Review. PubMed PMID: 7932033.